Enterprise Deployment Feature Matrix

Enterprise Feature

VS Code

Zed

Cursor

Group Policy Support

✅ ADMX templates (good luck configuring them)

❌ Fucking nothing

❌ What's group policy?

Centralized Configuration

⚠️ Workspace settings (if you can figure them out)

❌ JSON files everywhere

⚠️ Admin dashboard (basic)

Extension Management

⚠️ Whitelist/blacklist (developers will bypass it)

❌ No control whatsoever

⚠️ Basic restrictions

SSO Integration

✅ Azure AD (after custom cert hell)

⚠️ GitHub only

✅ Works surprisingly well

Offline Mode

✅ Works fine

✅ Actually works

❌ Useless without internet

On-Premise Deployment

✅ Air-gapped (with some pain)

✅ Local install

❌ Cloud or nothing

Audit Logging

⚠️ Telemetry (if you trust it)

❌ Hope you like blind spots

⚠️ Limited logs

Windows Support

✅ Full support

❌ Still beta (August 2025)

✅ Works

Compliance

✅ SOC 2 checkbox theater

❌ Open source = no certs

⚠️ "Working on it"

Data Control

⚠️ Configurable (12+ settings)

✅ Fully local

❌ Your code → their servers

What Your Security Team Actually Said When I Proposed These Editors

Enterprise Security Meeting

I've sat through more editor security reviews than I care to remember. Here are the actual quotes from our CISO, InfoSec team, and that one paranoid architect who somehow has veto power over everything.

VS Code: "Fine, But You're Configuring All the Policies Yourself"

Our CISO loved VS Code because Microsoft did the homework for him. Group policies, compliance docs, and audit trails - all the checkbox-ticking enterprise security theater he needed to show auditors.

But here's what the docs don't tell you: VS Code group policies are a fucking nightmare to configure. I spent 3 weeks figuring out how to whitelist extensions without breaking everyone's workflow. The policy templates assume you understand Active Directory better than most IT folks actually do.

What actually works:

  • Extension control through GPO (once you figure out the arcane XML syntax)
  • Telemetry can be completely disabled (after editing 12 different settings)
  • Works air-gapped for those paranoid defense contractors
  • Microsoft support actually answers the phone when things break

What nearly broke me:

  • DevOps extensions kept getting blocked by corporate antivirus
  • Developers found ways around extension policies within 48 hours
  • Group policy updates took down VS Code for 200 developers (twice)
  • Integration with our SSO required custom cert configuration

The security team loves it because it's predictable Microsoft enterprise bullshit. Developers tolerate it because the alternative was Notepad++.

Zed: "Open Source Doesn't Mean Secure, Kevin"

I was so excited about Zed's performance that I ignored the enterprise reality. Our security architect tore the proposal apart in 15 minutes:

"Where's the Windows support?" (Still beta as of August 2025)
"How do I audit what code gets shared during collaboration?" (You can't)
"What happens when they push malicious code through Git?" (Same as any editor)
"Can I control plugin installation?" (Nope, JSON config files only)

Why the security team almost approved it:

  • Source code is public - they could audit it themselves
  • No telemetry phoning home to collect data
  • Local operation means no cloud dependencies to worry about
  • Fast enough that developers might actually use it

Why it got shot down:

  • No group policy integration means manual configuration for 200+ machines
  • Collaboration features bypass all corporate network monitoring
  • Windows support is "coming soon" (famous last words)
  • Zero enterprise support - you break it, you fix it

The final nail: our compliance team asked "what happens if Zed Industries gets acquired by a Chinese company?" Open source doesn't solve geopolitical paranoia.

Cursor: "You Want to Send Our Code Where?"

The Cursor demo went great until I mentioned the AI features. Our data privacy officer's exact words: "You want to pipe our entire codebase through OpenAI and you think that's acceptable?"

I tried explaining Cursor's privacy mode but she'd already moved on to calculating GDPR fines. The conversation devolved into a 45-minute debate about data residency, third-party processors, and whether AI training constituted "legitimate business purposes."

What killed the proposal:

  • Code goes to external AI providers (OpenAI, Anthropic, etc.)
  • No way to guarantee data stays in our AWS region
  • $40/month per developer meant $96k annually for our team
  • Legal team wanted to review ToS for every AI provider Cursor uses

The CFO's contribution:

"We're paying $40/month for each developer to use a fancy autocomplete that sends our proprietary code to the competition?"

The final security review:

Our CISO asked if we could run Cursor's AI models on-premises. Answer: No. Meeting over.

The developers who tried it during the pilot loved it, but enterprise security killed it faster than our lawyers killed the TikTok corporate account request.

How These Meetings Actually Ended

VS Code won by default. Not because it's the best editor, but because it's the only one that survived our security theater. Microsoft's enterprise checkbox-ticking exercise satisfied auditors, even though half the security controls are security theater.

Zed died because "no Windows support" is a dealbreaker when 60% of your developers are on Windows. The security team liked the open source angle, but IT wasn't supporting two different editor deployments.

Cursor never stood a chance once legal saw "your code may be used to improve AI models" in the privacy policy. The productivity gains were real, but not $96k + legal risk real.

The lesson: in enterprise, the best technical solution rarely wins. The solution that makes the least people nervous wins.

This is the reality nobody talks about in Medium articles about "productivity gains." When you're responsible for 200+ developers, performance benchmarks matter less than avoiding the phone call at 3am because the new editor broke everyone's workflow. The next time someone pitches you the "revolutionary" new editor, ask them about Windows support, group policies, and what happens when your internet goes down.

Additional Resources:

Enterprise Cost and Team Management Comparison

What You'll Actually Pay

VS Code

Zed

Cursor

Base Licensing

"Free" (hah!)

Free

$72k/year (ouch)

AI Extensions

$18k/year (Copilot)

$18k/year (if it works)

Included (finally)

Enterprise Support

$15k/year (maybe helpful)

Community prayers

$20k/year

IT Babysitting

0.25 FTE (~$25k/year)

0.5+ FTE (~$60k/year)

0.25 FTE (~$25k/year)

Training/Therapy

$8k (developers will whine)

$15k (new everything)

$20k (AI anxiety)

Hidden Bullshit

$5k/year (premium extensions)

$10k/year (workarounds)

$8k/year (bandwidth)

3-Year Damage

~$220k

~$280k

~$320k

Per Dev/Year

$1,470

$1,870

$2,130

Why My Last Three Editor Deployments Were Disasters (And What I Learned)

Software Deployment Disaster

I thought rolling out editors would be the easy part of my job. Install, configure, done. Three deployments and 18 months of therapy later, I've learned that enterprise software deployment is 10% technical and 90% people management.

VS Code Deployment: "This Should Only Take Two Weeks"

Famous last words. The VS Code rollout that was supposed to take 2 weeks stretched to 4 months and nearly got me fired.

First couple weeks: Naive optimism

VS Code group policies looked straightforward in the docs. Configure extensions, push via GPO, done. I actually made a PowerPoint timeline. What a fucking idiot I was.

Maybe week 3, could've been 4: Reality bites

The extension whitelist broke everything. Developers were using like 47 different extensions I'd never heard of. The Kubernetes team lost their shit when I blocked their YAML formatter. "It's just YAML!" they screamed. Apparently not.

Sometime around week 6: The revolt

Slack became unusable. "Why can't I install X?" every 5 minutes. I created an extension request process because I'm a masochist. 200+ developers filing tickets to install Prettier. Kill me.

Week 10ish: Performance hell

VS Code ate 4GB RAM per instance. Our crappy corporate laptops couldn't handle it. Finance couldn't open their precious CSV files without crashes. Memory leaks everywhere. Of course. The worst part? The Docker extension was leaking about 200MB every time someone started a container. I think it was like 600GB of logs we had to clean up? Maybe more?

Week 16, or maybe 18: Surrender

Final "solution": Three different VS Code configs, manual exception process for "critical" extensions, and my solemn oath to never say "standardization" again.

What actually worked:

  • Microsoft support was useful (after you navigate their enterprise maze)
  • Telemetry controls satisfied our paranoid security team
  • Works in air-gapped environments (defense contractors love this)

Total cost:

$43,000 in IT time, plus the cost of my dignity.

Zed Deployment: "It's Just a Beta, How Bad Could It Be?"

Code Editor Performance Comparison

The Zed pilot started because our lead developer showed me a performance comparison that made VS Code look like it was running on a potato.

Day 1: Holy shit this is fast

Zed opened a 10MB file instantly. VS Code took forever and froze. I was ready to marry this editor.

Few days later: Windows reality slap

"When's Windows support ready?" I asked innocently. "Soon!" they chirped. Six months later, still beta. 60% of our devs use Windows. You do the fucking math.

Maybe two weeks in: Config hell

No group policies = no central management. Made a bash script to deploy configs. Worked on macOS. Exploded spectacularly on the 3 different Linux distros our teams insist on using.

Month-ish later: Collaboration disaster

Zed's collaboration lets devs share sessions with anyone. Can't audit who's sharing what code. Compliance team had collective heart attacks.

Six weeks or so: Game over

Final straw: dev accidentally shared session with external contractor. Known issue on GitHub but "we'll fix it eventually" doesn't fly in enterprise land.

Why I still want it to succeed:

  • Performance is genuinely impressive
  • Open source means no vendor lock-in
  • Developers who used it loved it

Why it failed:

Enterprise features are an afterthought. Great for small teams, terrible for companies with compliance requirements.

Cursor Evaluation: "The Budget Meeting from Hell"

Budget Meeting Disaster

The Cursor pilot went better than expected until we hit the money conversation.

First couple weeks: This shit actually works

Devs using Cursor were finishing tickets way faster. Maybe 30%? The AI wasn't just fancy autocomplete - it actually helped. Rare.

Week 3-ish: The security shitshow

"Where's our code going?" asked the CISO. "OpenAI servers," I said. Silence. You could hear his blood pressure spike. Meeting over.

Some week later: Budget reality check

$40/month × 240 developers = $115k+ per year. For a text editor. CFO literally laughed me out of his office. "Is this a joke?" No, sadly.

Next week maybe: Exploring alternatives

Can we run AI locally? Nope. Enterprise pricing? Worse somehow. Limit to senior devs? Juniors need it most but can't have it. Makes total sense.

Week 6 or 7: The final fuck you

Legal found "your code may improve our AI models" in the privacy policy. Game over, thanks for playing.

What the pilot proved:

  • AI assistance genuinely improves productivity
  • Developers adapted to AI workflows quickly
  • The tool works as advertised

What killed it:

External dependencies, cost, and legal risk. Pick any two, and Cursor fails at least one.

What I Actually Learned

Enterprise Politics vs Technology

Enterprise deployment isn't about the software

It's about policies, politics, and people. The best technical solution loses to the most politically acceptable one every time.

Budget for 3x your estimates

Everything takes longer and costs more than you think. That "2-week rollout" will be 6 weeks minimum.

Security teams have veto power

And they're not interested in developer productivity arguments. Design your proposal around their requirements, not your users' preferences.

Windows compatibility isn't optional

Even if only 20% of your developers use Windows, their voices carry disproportionate weight in enterprise decisions.

Change management is everything

The technical implementation is the easy part. Getting 200+ developers to change their habits is the hard part.

Developer happiness matters less than IT sanity

Sad but true. The solution that causes fewer support tickets wins, even if it's slower or less feature-rich.

Deployment References:

The Questions My CISO Actually Asked (And My Honest Answers)

Q

Why the hell does VS Code eat 4GB of RAM?

A

Because Electron is a memory-hungry bastard and extensions make it worse. VS Code runs on Chromium, so it behaves like a web browser with 50 tabs open. Each extension adds overhead, and memory leaks in popular extensions compound the problem. Our finance team couldn't open large CSV files without crashes.The VS Code docs suggest disabling extensions, but that defeats the purpose of using VS Code in the first place.

Q

Can we block developers from installing random VS Code extensions that might contain malware?

A

Yes, but they'll find workarounds within 48 hours. Group policy templates let you whitelist extensions, but developers are resourceful. They'll use portable versions, different user accounts, or just complain until you cave.I spent 3 weeks configuring extension policies. Developers bypassed them in 3 days.

Q

What happens if Cursor goes out of business and we've spent $100k on licenses?

A

We're fucked. Cursor is VS Code plus AI features. Without their servers, you get a basic text editor that cost $40/month per developer. No local fallback, no source code escrow, no backup plan.Our legal team wanted vendor insurance. Cursor's response: "We're VC-funded and growing!" That's not insurance, that's hope.

Q

Why can't Zed run on Windows if it's so great?

A

Because they prioritized macOS developers and treated Windows as an afterthought. Windows support is still beta as of August 2025. 60% of our developers use Windows. You do the math.The Zed team keeps saying "Windows support is coming soon" but "soon" in startup time means "maybe next year if we don't run out of money."

Q

How much will this VS Code deployment actually cost us?

A

$43,000 in IT time, plus ongoing support costs. The software is free, but nothing else is. Group policy configuration, extension management, user training, help desk tickets

  • it all adds up."Free" enterprise software is like a free puppy. The initial cost is zero, but you'll pay for it every day for years.
Q

Can we use Cursor without sending our code to OpenAI?

A

No, and anyone who says otherwise is lying or doesn't understand how Cursor works. The AI features require cloud processing. Privacy mode limits data collection but doesn't eliminate it.Our CISO asked if we could run Cursor's AI locally. I laughed. He didn't think it was funny.

Q

Why do developers keep installing unauthorized extensions despite our policies?

A

Because our whitelist sucks and they're trying to do their jobs. We approved 12 extensions for "productivity." Developers need 47 different ones for different languages, frameworks, and tools.The extension request process became a full-time job. "Can you approve Prettier?" "What about ESLint?" "The Python team needs Pylint." Just shoot me.

Q

What's the real difference between GitHub Copilot and Cursor?

A

Copilot is autocomplete on steroids ($10/month). Cursor is a replacement developer ($40/month). Copilot suggests lines of code. Cursor can rewrite entire files and explain complex codebases.Both send your code to external servers. Both require internet connectivity. Both make your security team nervous.

Q

Can we audit what developers share through Zed's collaboration features?

A

Nope, and that's a dealbreaker for any organization with compliance requirements. Zed's collaboration is peer-to-peer. No logging, no oversight, no audit trail.One developer accidentally shared a session containing customer data with an external contractor. We found out three weeks later. That was the end of our Zed pilot.

Q

How long will this deployment actually take?

A

Triple whatever timeline I give you. I said 2 weeks for VS Code. It took 16 weeks. I said 4 weeks for Zed evaluation. We cancelled after 6 weeks.Enterprise software deployment is 90% politics and 10% technology. Plan accordingly.

Q

What happens when the internet goes down?

A

VS Code and Zed work fine offline. Cursor becomes a very expensive notepad. All of Cursor's AI features require internet connectivity. No internet = no AI = angry developers wondering why they can't autocomplete.During our last internet outage, VS Code users kept working. Cursor users complained for 3 hours until connectivity returned.

Q

Can we make developers use standardized configurations?

A

You can try, but they'll revolt. Developers are like cats

  • they don't like being told what to do. Standardized configurations work until someone needs to debug React Native on i

OS while writing Go microservices.The Kubernetes team threatened to quit when I blocked their favorite YAML formatter. Sometimes picking your battles means letting developers install Pretty YAML. When the CISO asked about disaster recovery, I said "pray nothing breaks" because that's our actual plan.

Resources That Actually Matter (And Some That Don't)

Related Tools & Recommendations

review
Recommended

# GitHub Copilot vs Cursor: Which One Pisses You Off Less?

I've been coding with both for 3 months. Here's which one actually helps vs just getting in the way.

GitHub Copilot
/review/github-copilot-vs-cursor/comprehensive-evaluation
100%
tool
Recommended

GitHub Codespaces - Cloud Dev Environments That Actually Work

integrates with GitHub Codespaces

GitHub Codespaces
/tool/github-codespaces/overview
56%
tool
Recommended

GitHub Actions - CI/CD That Actually Lives Inside GitHub

compatible with GitHub Actions

GitHub Actions
/tool/github-actions/overview
33%
tool
Recommended

# GitHub Copilot Performance & Troubleshooting - Fix the Shit That Breaks

**Reality check on performance - Why VS Code kicks the shit out of JetBrains for AI suggestions**

GitHub Copilot
/tool/github-copilot/performance-troubleshooting
26%
alternatives
Recommended

GitHub Copilot Alternatives - Stop Getting Screwed by Microsoft

**Copilot's gotten expensive as hell and slow as shit. Here's what actually works better.**

GitHub Copilot
/alternatives/github-copilot/enterprise-migration
26%
compare
Recommended

VS Code vs Zed vs Cursor: Which Editor Won't Waste Your Time?

VS Code is slow as hell, Zed is missing stuff you need, and Cursor costs money but actually works

Visual Studio Code
/compare/visual-studio-code/zed/cursor/ai-editor-comparison-2025
26%
alternatives
Recommended

Cursor Alternatives That Actually Work (And Won't Bankrupt You)

Stop getting ripped off by overpriced AI coding tools - here's what I switched to after Cursor bled me dry

Cursor
/alternatives/cursor/cursor-alternatives-that-dont-suck
25%
troubleshoot
Recommended

Git Fatal Not a Git Repository - Enterprise Security and Advanced Scenarios

When Git Security Updates Cripple Enterprise Development Workflows

Git
/troubleshoot/git-fatal-not-a-git-repository/enterprise-security-scenarios
25%
tool
Recommended

Fix Windsurf When It Breaks (And It Will Break)

Practical guide for debugging crashes, memory leaks, and context confusion when Cascade stops working

Windsurf
/tool/windsurf/debugging-production-issues
23%
compare
Recommended

# Cursor vs Copilot vs Codeium vs Windsurf vs Amazon Q vs Claude Code: Enterprise Reality Check

## I've Watched Dozens of Enterprise AI Tool Rollouts Crash and Burn. Here's What Actually Works.

Cursor
/compare/cursor/copilot/codeium/windsurf/amazon-q/claude/enterprise-adoption-analysis
23%
review
Recommended

Which AI Code Editor Won't Bankrupt You - September 2025

Cursor vs Windsurf: I spent 6 months and $400 testing both - here's which one doesn't suck

Windsurf
/review/windsurf-vs-cursor/comprehensive-review
23%
troubleshoot
Recommended

# TypeScript Module Resolution Broke Our Production Deploy. Here's How We Fixed It.

## Stop wasting hours on "Cannot find module" errors when everything looks fine

TypeScript
/troubleshoot/typescript-module-resolution-error/module-resolution-errors
21%
integration
Recommended

Stop Your APIs From Breaking Every Time You Touch The Database

Prisma + tRPC + TypeScript: No More "It Works In Dev" Surprises

Prisma
/integration/prisma-trpc-typescript/full-stack-architecture
21%
tool
Recommended

TypeScript - JavaScript That Catches Your Bugs

Microsoft's type system that catches bugs before they hit production

TypeScript
/tool/typescript/overview
21%
review
Recommended

I Got Sick of Editor Wars Without Data, So I Tested the Shit Out of Zed vs VS Code vs Cursor

30 Days of Actually Using These Things - Here's What Actually Matters

Zed
/review/zed-vs-vscode-vs-cursor/performance-benchmark-review
21%
news
Recommended

VS Code 1.103 Finally Fixes the MCP Server Restart Hell

Microsoft just solved one of the most annoying problems in AI-powered development - manually restarting MCP servers every damn time

Technology News Aggregation
/news/2025-08-26/vscode-mcp-auto-start
21%
integration
Recommended

Build Trading Bots That Actually Work - IB API Integration That Won't Ruin Your Weekend

TWS Socket API vs REST API - Which One Won't Break at 3AM

Interactive Brokers API
/integration/interactive-brokers-nodejs/overview
17%
integration
Recommended

Claude API Code Execution Integration - Advanced Tools Guide

Build production-ready applications with Claude's code execution and file processing tools

Claude API
/integration/claude-api-nodejs-express/advanced-tools-integration
17%
howto
Recommended

Install Node.js with NVM on Mac M1/M2/M3 - Because Life's Too Short for Version Hell

My M1 Mac setup broke at 2am before a deployment. Here's how I fixed it so you don't have to suffer.

Node Version Manager (NVM)
/howto/install-nodejs-nvm-mac-m1/complete-installation-guide
17%
tool
Recommended

# VS Code Performance Troubleshooting Guide

## Fix memory leaks, crashes, and slowdowns when your editor stops working

Visual Studio Code
/tool/visual-studio-code/performance-troubleshooting-guide
16%

Recommendations combine user behavior, content similarity, research intelligence, and SEO optimization